Outlook should automatically choose the same Secure Email Certificate as your Signing Certificate for the Encryption Certificate. If not, click the Choose button in the Encryption Certificate and select your Secure Email Certificate from the Select Certificate dialog box

Ensure Send These Certificates with Signed Messages is selected

Click OK to return to Options dialog box

Click OK to return to Outlook

Setting up buttons for easy signing / encryption abilities from a New Message toolbar:

Following these steps will display digital sign and encrypt buttons on your New Message toolbar:

Click New Message button

Select Tools from menu

Select Customize from drop down menu

Select the Commands tab

Select the Standard from the Categories listings

Scroll down the Commands list on the right to locate Encrypt Message Contents and Attachments. Click on the entry.

Using your mouse, drag the highlighted Encrypt Message Contents and Attachments listing onto your Toolbar. We recommend placing it next to the Send button.

Signing an email ensures the recipient knows the email has come from you and informs him / her if it has been tampered with since being signed.

Compose your email and attach files as usual

Click Sign button

Click Send button

The recipient of your email must have a copy of your Certificate in order to verify your signed email is legitimate. Ensure you have completed Step 11 in the Assigning your Certificate to your email account section above.

Encrypting an Email:

Encrypting an email ensures that only the recipient may view the email content and any attachments. Note: in order to encrypt an email for the recipient you must have the recipient's digital certificate, and their digital certificate must be assigned to the relevant entry in your address book

Compose your email and attach files as usual

Ensure the recipient has a Digital Certificate and you have assigned the Certificate to their entry in your Outlook contacts area